Azo-dyestuff insoluble in water



Patented Dec. 19, 1933 I or v 1,

NITED- STArgs PATTElN DFZFICE 1,940,068 v 7 h MO-DIESTfIITiNSOLUBDE'IN'WATER "Werner findiflarl Schiih,. i' ankfort-onfl lp- Main- Fechmheim, Alfred Carl, Cologneon-the-Rhjne, and Johann Rosenbach, Wies- A 1' Germany, amignors to General Aniline Works, Inn-'.New"York, N. Y., a corporation of No Drawing. Application amii1,'m2,-seri 1 No. 503,196, inGermany April 16,1931

(CLJLGHS) 7 9y; present invention relates to ,azodyestufis or centrifugating and then developed for half mselnble in water. V e an hour in the following dyeing bath (b) These dyestufls correspond probably to the i general formula 3 (a) i bath ino) -naphtha.1ene

X x' 4 cc of'Turkey red oil of 34 B.

i i 6 of; caustic soda lye of 34.B. X i 2 of formaldehyde of 10 H Y 500 of boiling water, made up with wherein one or the Xs means av N01 group-a water to r -V second X hydrogen, halogen ora nitro-group and h the otherHXs mean hydrogen-and R means-"a .lvliter I p hg component 91 the-naphthalene, carba- (bi 'Dyeind'hathg meta m and 2 8 CC. of hydrochloric acid 01 22 ompound with a coupling eommnent on. :the m 5- mum mtme'dissolved in some 1 water. When the diazotation is 'may he efiected either 7 Q finishedlthe mass is neutralized l 1th about in substance or on a sulgstratuinespecially on w r 25 fibers. .The production of the dyestuffs onufibers 'ggg Mate n 9 9 5 may be carried out apeprdingto the ice-color Y h r or i r Y a 25 r i i of sodium chlonde 1s added and the gg lgggg iz t the 4 9 "w whole is made up with water to Since anob ect of the present invention is to v 1" l 30 re s ofgood fastness 0 erties t 'svhitfi dygt ig are insoluhie in watef ia d al- 522 3 5 3 2 53532?daigdrmsed, soap 1. e 1: 2 gg g g gmggg zfig In this manner a. full red dyeing isobtained.

suhstmm are rehzszizebiy e known d xz re nic c mp unds solublein t i s5 water 191; alkalies and to tend to depreciate-the V 0m a fastness of the dyestuffs to alkal-ies, efiuhstitu- V I V V I r v v ents of this kind are :thesulfonic acid; the car- V V N boxylieaci'd andthe hydroxy group. v v w t 40 Inorderte further illustrateour mvention'the a r i i 5 an hour, well dehydrated by winding, squeezing process:

following exam l is given: but werwjh it however to he understood that our invention is ot limited to the particular products nor reaeting eonditionsmeptioned therejn,

i U The'process'maybe carried out in the. same ExAmPLz manner with] other components usual for th i production of :a'zo-dy'e'stufis insoluble in water. 50 grms. of boiled QBE yarn, are. treated The following table shows the shades ofso e in the following i rmregnat'iugvhath (a) for half m'flg o ta according t t g (wherein Y means bromine or nitro and Z a radical of the benzene or naphthalene series) which compounds yield when produced on fibers fast dyeings and printings.

3. The azo-dyestufi corresponding probably to the formula:

lamm

HaC O NHCO CHa Y which compound yields when produced on fibers bluish red dyeings and printings of a good fastness.

4. The azo-dyestufi corresponding probably to the formula:

which compound yields when produced on fibers bright scarlet dyeings and printings of a good fastness.

5. The azo-dyestuif corresponding probably to the formula:

IITO:

which compound yields when produced on fibers bright red dyeings and printings of a good fastness.

WERNER ZERWECK.

CARL SCHUTZ.

ALFRED CARL.

JOHANN ROSENBACH. 

